A remote role at Bree.
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Original listing text, shown exactly as published by the company.
Bree builds better, faster, cheaper financial services for the half of Canadians living paycheck to paycheck. YC S21, $2M seed, profitable, growing double digits month over month. Team of
Why this role existsOur engineering team ships. Our growth engine works. What we don't have yet is the connective tissue between vision and execution.
You'll be the operating system between strategy and delivery — working directly with the founders to run the OKR cadence, write the briefings that compress a leadership decision from five days to five minutes, kill the meetings that don't earn their seat, automate the reports nobody should be running by hand, and quietly own the projects no one else has time for.
This is the role for someone who left consulting or banking because they wanted to build — not just write recommendations and hand them off.
What you'll actually doRun the rhythm. Own OKR planning, weekly business reviews, and the quarterly cadence. Every person on the team should know what they're working on, why it matters, and how it ladders up to the number that matters most. If they don't, that's on you.
Be the bridge. Engineering, growth, and operations don't always speak the same language. You translate. You unblock dependencies before they become blockers. You hold the line on priorities when "urgent" crowds out "important."
Fix the systems, not the symptoms. When something breaks twice, you redesign it. When a recurring report takes four hours every Monday, you make it run itself. We don't want a process bureaucrat, we want someone who builds machines that don't need them.
Be genuinely AI-native. We're an AI-native team and lean heavily on LLMs and agents: internally, in tooling, and to replace manual workflows wherever they slow us down. The right person already uses these tools as leverage in their daily work.
Write the one-pager. Distill messy, multi-variable problems into something an exec can act on in three minutes. The "so what" matters more than the deck.
Own the work without a home. Special projects, vendor negotiations, ad-hoc analysis, the post-mortem nobody wants to write — the in-between projects land with you. You take them from zero to one, then build the system that runs without you. Occasionally, you'll PM a feature when the moment calls for it.
Live in the data. SQL is table stakes. You write your own queries. You reach for the data before the opinion.
Who we're looking for
Bree
YC S21Other
13 open roles on Sydicom
Bree is building a challenger bank for the 11 million Canadians living paycheck to paycheck, starting with interest-free cash advances. We make money through tips and an optional, same-day express fee. By solving our customers' most urgent problem—illiquidity between paychecks —our cash advance business is a cheap, but profitable and repeatable hook that builds distribution for a broader challenger bank. This represents a $9 billion revenue opportunity in Canada.
Source: Y Combinator
